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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2185421Generated: October 30, 2026

Acetic Acid → N-tert-Butoxycarbonyl-trans-4-(N,N-Dimethylglycylamino)-L-Proline

https://huagongshe.com/reaction/2185421

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMethanolHCID 887—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantN-tert-Butoxycarbonyl-trans-4-(N,N-Dimethylglycylamino)-L-Proline Methyl EsterHCID 21341540—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductN-tert-Butoxycarbonyl-trans-4-(N,N-Dimethylglycylamino)-L-ProlineHCID 21341539—

Reaction Steps

A solution of lithium hydroxide monohydrate (40 mg) in water (1 mL) was added to a solution of N-tert-butoxycarbonyl-trans-4-(N,N-dimethylglycylamino)-L-proline methyl ester (A, 264 mg) in tetrahydrofuran (3 mL)-methanol (1 mL) at 0° C. After stirring at room temperature for 4 hr, acetic acid (55 L) was added to the reaction mixture at 0° C. The resulting solution was evaporated in vacuo to afford the crude title compound, which is used in the subsequent step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06399629B1
Source datasetuspto-grants-2002_06
ORD IDord-543747a9b3074c3a9fc17da6471de2aa
Source noteuspto-grants-2002_06